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Nanostructured organic materials and a process for the preparation thereof

a technology of organic materials and nanostructures, applied in the direction of anthracene dyes, luminescent compositions, transportation and packaging, etc., can solve the problems of long time-consuming and laborious, the potential for conduction of polymeric materials itself is not known, and the homo energy level is vulnerable to oxidation, etc., to achieve low threshold voltage, low operating voltage, and high charge mobility

Active Publication Date: 2016-08-16
COUNCIL OF SCI & IND RES
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

The zinc complex doped with hydrazine hydrate achieves high electron carrier mobility of 13 cm2 / Vs and low threshold voltage of −0.1 V, with a sub-threshold slope of 0.16 V / dec, operating efficiently at atmospheric conditions and maintaining stability over exposure to ambient conditions.

Problems solved by technology

Although the field of semiconducting and conducting polymers has generated a huge amount of literature, the potential for conduction in polymeric materials itself remained unrecognized for a long time.
Such a HOMO energy level is vulnerable for oxidation due to low lying oxygen energy level (−5.2 eV).
This complicates the device fabrication process and limits the use of dopants in organic filed effect transistors (OFETs).
However, they are not strong enough dopants to appreciably increase the charge carrier mobility of the semiconductors.
However, said dopant didn't improve the field induced charge carrier mobility of C60.

Method used

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  • Nanostructured organic materials and a process for the preparation thereof
  • Nanostructured organic materials and a process for the preparation thereof
  • Nanostructured organic materials and a process for the preparation thereof

Examples

Experimental program
Comparison scheme
Effect test

example 1

Synthesis of N,N′-Di-(phenyl-3,5-dicarboxylic acid)-perylene-3,4,9,10-tetracarboxylic acid diimide ligand (1): PTCDI-Tetracraboxylic acid

[0095]A mixture of 0.500 g (1.274 mmol) of 3,4,9,10-perylene tetracarboxylic dianhydride, 0.694 g (3.823 mmol) of 5-amino isophthalic acid, 20 g of imidazole and 0.100 g (0.456 mmol) of zinc acetate was heated at 150° C. for 20 h under argon atmosphere. Mixture was cooled and 100 ml of 2N hydrochloric acid was added for precipitation of product. The precipitate was collected by vacuum filtration and washed with a mixture of methanol and water. The product 1 was dried at 100° C. for 12 h.

[0096]1H NMR of PTCDI (400 MHz; D2O, 25° C.). δ (ppm)=8.43 (s, 2H), 8.35 (s, 4H), 8.02 (m, 8H)

[0097]IR (KBr) ν max=743, 808, 851, 1118, 1251, 1353, 1573, 1596, 1664, 1698, 2974, 3154, 3410 cm-1.

example 2

Complexation of Ligand with Zn(II) Ion (2)

[0098]Zinc nitrate hexahydrate (0.087 g, 0.291 mmol) and 1 (0.060 g, 0.081 mmol) were dissolved in DMF / 1,4-Dioxane / H2O Ratio 3:1:1 in Teflon liner. The reaction mixture was heated in oven at 100° C. for 3 Days. The reaction vessel was then removed from the oven and allowed to cool to room temperature. Product was washed with DMF, methanol and chloroform.

[0099]IR (KBr) ν max=751, 806, 853, 1119, 1243, 1346, 1589, 1660, 1697, 2984 cm-1.

example 3

Microcrystalline Metal Coordinated Assembled Material (2)

[0100]A mixture of 0.500 g (1.274 mmol) of 3,4,9,10-perylene tetracarboxylic dianhydride, 0.694 g (3.823 mmol) of 5-amino isophthalic acid, 20 g of imidazole and 0.100 g (0.456 mmol) of zinc acetate was heated at 150° C. for 20 h under argon atmosphere. Mixture was cooled and 100 ml of 2N hydrochloric acid was added for precipitation of product. The precipitate was collected by vacuum filtration and washed with a mixture of methanol and water. The product PTCDI-TC 1 was dried at 100° C. for 12 h, The product 1 was then reacted with zinc nitrate to form the metal coordinated assembled structure 2, wherein zinc nitrate hexahydrate (0.087 g, 0.291 mmol) and PTCDI-TC (1) (0.060 g, 0.081 mmol) were dissolved in DMF / 1,4-Dioxane / H2O Ratio 2:1:1 in Teflon liner. The reaction mixture was heated in an oven at 100° C. for 3 Days. The reaction vessel was then removed from the oven and allowed to cool to room temperature. Microcrystalline ...

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Abstract

The invention disclosed nanostructured organic materials and a process for the preparation thereof. Further the present invention herein provides nanostructured organic material comprising divalent zinc metal complex of N,N′-Di-(phenyl-3,5 dicarboxylic acid)-perylene-3,4,9,10-tetracarboxylic acid diimide doped with hydrazine hydrate, which exhibits increased charge carrier mobility at low operating voltage at atmospheric condition useful in organic field effect transistors (OFETs).

Description

PRIORITY CLAIM TO RELATED APPLICATIONS[0001]This application is a U.S. national stage application filed under 35 U.S.C. §371 from International Application Serial No. PCT / IN2013 / 000299, which was filed May 6, 2013, and published as WO 2013 / 164860 on Nov. 7, 2013, and which claims priority to India Application No. 1362 / DEL / 2012, filed May 4, 2012, which applications and publication are incorporated by reference as if reproduced herein and made a part hereof in their entirety, and the benefit of priority of each of which is claimed herein.TECHNICAL FIELD OF THE INVENTION[0002]The present invention provides nanostructured organic materials and a process for the preparation thereof. Particularly, the present invention provides a nanostructured organic material comprising conjugated molecules with at least two functional groups binding with a multivalent metal and their use in improved device performance.[0003]More particularly, the invention relates to nanostructured organic material co...

Claims

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Application Information

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Patent Type & Authority Patents(United States)
IPC IPC(8): C09B5/62C09K11/06H01L51/00H01L51/05H10K99/00
CPCC09B5/62C09K11/06H01L51/0092H01L51/0508H01L51/0053C09K2211/1011C09K2211/188H01L51/0558Y10T428/2982H10K85/621H10K85/381H10K10/484H10K10/46
Inventor KRISHNAMOORTHY, KOTHANDAMARULKASHMIR, ARULRAJJAIN, BHAN PRAKASH
Owner COUNCIL OF SCI & IND RES